Methanol → Methyl 2-ethyl-2-hydroxybutanoate

To a solution of 2-ethyl-2-hydroxybutyric acid (5.00 g) in methanol (35 mL) was added conc. sulfuric acid (0.25 mL), and the mixture was refluxed at room temperature for 18 hours and then refluxed under heating for 18 hours. After cooling, the reaction mixture was concentrated in vacuo, and the resultant residue was diluted with diethylether. The mixture was washed successively with an aqueous saturated sodium hydrogencarbonate solution and brine, dried over sodium sulfate and concentrated in vacuo. The residue was distilled to give methyl 2-ethyl-2-hydroxybutyrate (3.70 g) as a colorless oil.

1. temperaturerefluxed
2. temperatureunder heating for 18 hours
3. temperatureAfter cooling
4. concentrationthe reaction mixture was concentrated in vacuo
5. additionthe resultant residue was diluted with diethylether
6. washThe mixture was washed successively with an aqueous saturated sodium hydrogencarbonate solution and brine
7. dry with materialdried over sodium sulfate
8. concentrationconcentrated in vacuo
9. distillationThe residue was distilled

ORD record

ord-2133694d2aba48bbb23ac2011e424973

Source dataset

uspto-grants-2012_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08188073B2